Ammonia → 3-Methylpyridine-2,6-diamine

Temperature

200 °C

2-Methylglutaronitrile was combined with Pd.C (5 mol % of 10 wt % Pd on carbon) in a 10 mL Hastelloy shaker autoclave to which liquid NH3 was added. The mixture was heated at 200° C. for 45 h. The mixture was cooled to ambient temperature and the excess NH3 removed by N2 purge. The crude mixture was suspended in 10 mL anhydrous methanol, the catalyst was removed by syringe filtration, and the crude reaction mixture was concentrated in vacuo. 2-Methylglutaronitrile conversion was 100% to give 0.02 mmol of 3-methylpyridine-2,6-diamine in 2.3% net yield.

1. temperatureThe mixture was cooled to ambient temperature
2. customthe excess NH3 removed by N2
3. custompurge
4. customthe catalyst was removed by syringe
5. filtrationfiltration
6. customthe crude reaction mixture
7. concentrationwas concentrated in vacuo

ORD record

ord-7111e65421014e1b85ed2eaa4bf285da

Source dataset

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08022167B2